ChemicalBook > CAS DataBase List > Dehydroacetic acid

Dehydroacetic acid

Product Name
Dehydroacetic acid
CAS No.
520-45-6
Chemical Name
Dehydroacetic acid
Synonyms
DHA;dhaa;3-ACETYL-6-METHYL-2H-PYRAN-2,4(3H)-DIONE;2H-Pyran-2-one, 3-acetyl-4-hydroxy-6-methyl-;Geogard(R) 221;DEHYDRANONE;Biocide 470F;Geogard(R) 361;Geogard(R) 111A;DA,Dehydroacetic
CBNumber
CB0139753
Molecular Formula
C8H8O4
Formula Weight
168.15
MOL File
520-45-6.mol
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Dehydroacetic acid Property

Melting point:
111-113 °C (lit.)
Boiling point:
270 °C (lit.)
Density 
1.1816 (rough estimate)
vapor pressure 
0.001 hPa (20 °C)
refractive index 
1.4611 (estimate)
Flash point:
157°C
storage temp. 
Store below +30°C.
solubility 
2g/l
form 
Fine Crystalline Powder
pka
5.53±0.40(Predicted)
color 
Light yellow or cream
PH
4 (2g/l, H2O, 20℃)
Water Solubility 
500mg/L at 25℃
Merck 
14,2865
BRN 
6129
Stability:
Stable. Incompatible with oxidizing agents, bases, reducing agents.
InChIKey
PGRHXDWITVMQBC-UHFFFAOYSA-N
LogP
0.78 at 20℃
CAS DataBase Reference
520-45-6(CAS DataBase Reference)
NIST Chemistry Reference
Dehydroacetic Acid(520-45-6)
EPA Substance Registry System
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione (520-45-6)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
22-26
WGK Germany 
1
RTECS 
UP8050000
Autoignition Temperature
336 °C
TSCA 
Yes
HS Code 
29322980
Hazardous Substances Data
520-45-6(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 1000 mg/kg (Spencer)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.22011
Product name
Dehydroacetic acid
Purity
for synthesis
Packaging
5G
Price
$33.6
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22011
Product name
Dehydroacetic acid
Purity
for synthesis
Packaging
250g
Price
$55.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.22011
Product name
Dehydroacetic acid
Purity
for synthesis
Packaging
1kg
Price
$176
Updated
2024/03/01
Sigma-Aldrich
Product number
30740
Product name
Dehydroacetic acid
Purity
≥98.0% (T)
Packaging
100g
Price
$48.1
Updated
2024/03/01
Sigma-Aldrich
Product number
1166309
Product name
Dehydroacetic acid
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$474
Updated
2024/03/01
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Dehydroacetic acid Chemical Properties,Usage,Production

Chemical Properties

Dehydroacetic acid is a white to cream-coloured powder that is only very slightly soluble in water (less than 0.1 %). However, the sodium salt hydrate (CSH7Na04.H20) has a solubility of 33% in water at 25°C, and 48% in propylene glycol. The acid is 22% soluble in acetone, 18% in benzene, and I g dissolves in about 35 ml of ethanol.It is used to reduce pickle bloating, and as a pesticide and preservative for squash and strawberries. Its permissible use level is 65ppm.
Dehydroacetic acid is one of the food additives found in red wine and was determined by ultra-fast liquid chromatography-tandem quadrupole mass spectrometry (UFLC-MS/MS).
To assay dehydroacetic acid, add 500 mg to a 250-ml Erlenmeyer flask and dissolve in 75 ml of neutral alcohol. Following the addition of phenolphthalein T.S., titrate with 0.1 N NaOH to a pink end-point that persists for at least 30 s. Each ml of 0.1 N NaOH = 16.82 mg of dehydroacetic acid (National Academy of Sciences, 1963).
Dehydroacetic acid is a synthetic chemical (no plant-based preservatives that meet our efficacy standards currently exist) that is considered to be a low hazard for human health and for the environment.

Uses

Dehydroacetic acid (DHS) is used as stabilizer for cosmetic and pharmaceutical products due to its fungicide and bactericide activity, as additive for PVC-stabilizers and for the syntheses of veterinary medicines. Product Data Sheet

Uses

Geogard(R) 111a preservative is based on dehydroacetic acid (DHA) and therefore are recognized by major cosmetic, toiletry and fragrance regulatory authorities worldwide for use in cosmetic and personal care products.

Uses

Geogard(R) 221 preservative is based on dehydroacetic acid (DHA) and benzyl alcohol, and therefore is recognized by major cosmetic, toiletry and fragrance regulatory authorities worldwide for use in cosmetic and personal care products.

Uses

Geogard(R) 361 preservative is based on six synergistic components, all with wide global regulatory acceptance: dehydroacetic acid (DHA); salicylic acid; benzoic acid; phenoxyethanol; benzyl alcohol; and benzethonium chloride.

Uses

antifungal, antibacterial

Uses

dehydroacetic acid is a preservative with low sensitizing potential. This is a weak acid used as a fungi-and bacteria-destroying agent in cosmetics. The presence of organic matter decreases its effective ness. It is not irritating or allergy causing when applied on the skin.

Uses

Dehydroacetic Acid (DHA) is a preservative that is a crystalline powder with a solubility of less than 0.1 g in 100 g of water at 25°C. It can undergo a variety of chemical reactions which give it utility in many applications. It is used at 0.01–0.5% for microbiological growth inhibition in various foods. It is used for cut or peeled squash, with no more than 65 ppm remaining in or on the prepared squash.

Definition

ChEBI: Dehydroacetic acid is a pyran-2,4-dione substituted at position 3 by an acetyl group and at position 6 by a methyl group. A fungicide and bactericide it is used primarily in processed fruit and vegetables. It has a role as a fungicide, an antibacterial agent and a plasticiser. It is a pyran-2,4-dione and a ketone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 5105, 1984 DOI: 10.1021/jo00200a018

General Description

Dehydroacetic acid is a pyrone derivative, that is typically synthesized by the base-catalyzed dimerization of diketene. It is used as a preservative in pharmaceutical, food and cosmetic products.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Flammability and Explosibility

Not classified

Safety Profile

Poison by ingestion. Moderately toxic by intraperitoneal route. Questionable carcinogen with experimental tumorigenic data. Combustible when exposed to heat or flame. When heated to decomposition it emits acrid smoke and irritating fumes.

Dehydroacetic acid Preparation Products And Raw materials

Raw materials

Ethyl acetoacetate Acetyl ketene Fatty acid ethyl ester Polymerization inhibitor Toluene Sodium hydroxide-ethanol solution FISH OIL Triethylamine Sodium ethoxide Benzene Hydrochloric acid Sodium hydroxide Triethylenediamine

Preparation Products

Sodium dehydroacetate Clopidol
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View Lastest Price from Dehydroacetic acid manufacturers

airuikechemical co., ltd.
Product
Dehydroacetic acid 520-45-6
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
20tons
Release date
2024-04-03
Hebei Yanxi Chemical Co., Ltd.
Product
Dehydroacetic acid 520-45-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
100tons
Release date
2023-09-06
Hebei Guanlang Biotechnology Co., Ltd.
Product
Dehydroacetic acid 520-45-6
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2023-01-09

520-45-6, Dehydroacetic acidRelated Search:

Bensulfuron methyl Trichloroacetic acid Methylparaben N-ACETYL-L-TYROSINE ETHYL ESTER TRIOXSALEN Tetrahydro-4H-pyran-4-one Folic acid CHLOROPHOSPHONAZO III Acetyl coenzyme A sodium salt Ethyl acetate Centchroman Kresoxim-methyl Hyaluronic acid EC 1.1.1.28 Trifluoroacetic acid Citric acid Methyl acrylate Acetic acid

  • 3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione. enol form
  • 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dione.enolform
  • 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dioneenolform
  • 3-acetyl-6-methyl-2h-pyran-4(3h)-dione
  • 3-Acetyl-6-Methyldihydropyrandione-2,4
  • 3-Acetyl-6-methylpyrandione-2,4
  • 4(3H)-dione,3-acetyl-6-methyl-2H-Pyran-2
  • 4-Hexenoic acid, 2-acetyl-5-hydroxy-3-oxo-, delta-lactone
  • 4-hexenoicacid,2-acetyl-5-hydroxy-3-oxo,lactone
  • Geogard(R) 111A
  • Benzyl alcohol (and) dehydroacetic acid
  • Geogard(R) 221
  • Geogard(R) 361
  • Dehydroacetic acid ,98%
  • Acetylmethylpyrandion
  • Acetylmethylpyronone
  • Dehydroacetoic acid
  • 3-Aceto-6-methyl-2-pyronone
  • DHA
  • Dehydroacetic Acid (200 mg)
  • Dehydroacetic acid, 98% 100GR
  • Dehydroacetic acid, 98% 5GR
  • -Acetyl-6-methyl-pyran-2,4-dione
  • Dehydroacetic acid >=98.0% (T)
  • DA,Dehydroacetic
  • dehydro-aceticaci
  • dhaa
  • -Hexenoic acid, 2-acetyl-5-hydroxy-3-oxo-, d-lactone
  • Kyselina dehydroacetova
  • kyselinadehydroacetova
  • Methylacetopyronone
  • 3-Acetyl-6-methyl-2-pyranone
  • Dehydroactic acid(DHA)
  • 3-Acetyl-6-methyl-pyran-2,4-dione
  • DEHYDROACETIC ACID FREE ACID CRYSTALLINE
  • PYRAN-2,4-DIONE,3-ACETYL-6-METHYL
  • 3-Acetyl-6-methyl-2H-pyran-2,4(3H)dion
  • DEHYDRACETSAEURE
  • 3-acetyl-6-methyl-2H-pyran-2,4(3H)-dione dehydracetic acid
  • 2-Acetyl-5-hydroxy-3-oxo-4-hexenoic acid δ-lactone, 3-Acetyl-4-hydroxy-6-methyl-2-pyrone
  • Biocide 470F
  • 3-ACETYL-3,4-DIHYDRO-6-METHYL-2H-PYRAN-2,4-DIONE
  • 3-ACETYL-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE
  • 3-ACETYL-4-HYDROXY-6-METHYL-2-PYRONE
  • 3-ACETYL-6-METHYL-2H-PYRAN-2,4(3H)-DIONE
  • 3-ACETYL-6-METHYL-2H-PYRONE-2,4-(3H)-DIONE
  • 2-ACETYL-5-HYDROXY-3-OXO-4-HEXENOIC ACID DELTA-LACTONE
  • 2-ACETYL-5-HYDROXY-3-OXO-4-HEXENOIC ACID D-LACTONE
  • 2-ACETYL-5-HYDROXY-3-OXO-4-HEXENOIC ACID GAMMA-LACTONE
  • 2-acetyl-5-hydroxy-3-oxo-4-hexenoicacidelta-lactone
  • 2-Acetyl-5-hydroxy-3-oxo-4-hexenoicacid-lactone
  • 2H-Pyran-2,4(3H)-dione, 3-acetyl-6-methyl-
  • 2H-Pyran-2-one, 3-acetyl-4-hydroxy-6-methyl-
  • 3-acetyl-4-hydroxy-6-methyl-2h-pyran-2-on
  • 3-Acetyl-4-hydroxy-6-methyl-2-pyrone cyclic ketone
  • 3-Acetyl-6-methyl-2,3-dihydropyran-2,4-dione
  • 3-Acetyl-6-methyl-2,4-pyrandione
  • 3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione, ion(1-)